JPH04266802A - Synergetically bactericidal composition of 2-(decylthio)ethaneamine and 1,2-dibromo- 2,4-dicyanobuthane - Google Patents
Synergetically bactericidal composition of 2-(decylthio)ethaneamine and 1,2-dibromo- 2,4-dicyanobuthaneInfo
- Publication number
- JPH04266802A JPH04266802A JP3307165A JP30716591A JPH04266802A JP H04266802 A JPH04266802 A JP H04266802A JP 3307165 A JP3307165 A JP 3307165A JP 30716591 A JP30716591 A JP 30716591A JP H04266802 A JPH04266802 A JP H04266802A
- Authority
- JP
- Japan
- Prior art keywords
- decylthio
- dibromo
- dicyanobutane
- microorganisms
- ethanamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 19
- OIWXLVBZDMAARO-UHFFFAOYSA-N 2-decylsulfanylethanamine Chemical group CCCCCCCCCCSCCN OIWXLVBZDMAARO-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 230000000844 anti-bacterial effect Effects 0.000 title description 2
- 244000005700 microbiome Species 0.000 claims abstract description 15
- DHVLDKHFGIVEIP-UHFFFAOYSA-N 2-bromo-2-(bromomethyl)pentanedinitrile Chemical compound BrCC(Br)(C#N)CCC#N DHVLDKHFGIVEIP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 230000002195 synergetic effect Effects 0.000 claims abstract description 6
- 230000000813 microbial effect Effects 0.000 claims abstract description 5
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 239000000498 cooling water Substances 0.000 claims description 5
- 229920001131 Pulp (paper) Polymers 0.000 claims description 2
- 241000588915 Klebsiella aerogenes Species 0.000 abstract description 4
- 229940092559 enterobacter aerogenes Drugs 0.000 abstract description 4
- 230000003115 biocidal effect Effects 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 239000000645 desinfectant Substances 0.000 description 4
- 230000000855 fungicidal effect Effects 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- RDFQKBUAMIGDHO-UHFFFAOYSA-N CCN.N#CC(C)CCC#N Chemical compound CCN.N#CC(C)CCC#N RDFQKBUAMIGDHO-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 239000008235 industrial water Substances 0.000 description 2
- BKKSYQPEHUEAAQ-UHFFFAOYSA-N 2-(dibromomethyl)pentanedinitrile Chemical compound BrC(Br)C(C#N)CCC#N BKKSYQPEHUEAAQ-UHFFFAOYSA-N 0.000 description 1
- FPPLREPCQJZDAQ-UHFFFAOYSA-N 2-methylpentanedinitrile Chemical compound N#CC(C)CCC#N FPPLREPCQJZDAQ-UHFFFAOYSA-N 0.000 description 1
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
- 101100130497 Drosophila melanogaster Mical gene Proteins 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- 101100345589 Mus musculus Mical1 gene Proteins 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000002826 coolant Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- -1 organobromine Chemical class 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 241001148471 unidentified anaerobic bacterium Species 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/34—Nitriles
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Environmental Sciences (AREA)
- Hydrology & Water Resources (AREA)
- Environmental & Geological Engineering (AREA)
- Water Supply & Treatment (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は水系の処理に関し、及び
更に詳細には冷却水系、空気洗浄水系及び紙パルプ製造
装置のような工業的な水系中に一般に見出される微生物
に対して相乗作用的である殺菌性の物質に関する。TECHNICAL FIELD This invention relates to the treatment of water systems, and more particularly to the treatment of microorganisms commonly found in industrial water systems such as cooling water systems, air washing water systems, and pulp and paper manufacturing equipment. Concerning a bactericidal substance.
【0002】0002
【従来の技術】微生物によるスライムの生成は多くの工
業的水系において遭遇する問題である。例えば工業的冷
却水系において、使用される水は一般に水道水であり、
大規模な設備の場合はしばしば未処理の河川水である。
このため水は滅菌されておらず、細菌が設備中に集積す
る結果をもたらす。更に設備水がタワーの送風機に沿っ
て落下する際に細菌の大きな部分が空気中に取り込まれ
る。このために冷却水と直接接触する設備の表面にスラ
イム状の沈着物が発生することが普通である。一回式(
once−through)及び再循環式冷却設備の両
者とも冷却媒体として大量の水を使用し、微生物による
スライムの生成は広範囲且つ恒常的な問題である。BACKGROUND OF THE INVENTION Slime production by microorganisms is a problem encountered in many industrial water systems. For example, in industrial cooling water systems, the water used is generally tap water;
For large-scale installations, it is often untreated river water. As a result, the water is not sterile, resulting in bacteria building up in the equipment. Furthermore, as the facility water falls along the tower blowers, a large portion of the bacteria is introduced into the air. As a result, it is common for slime-like deposits to form on the surfaces of equipment that come into direct contact with the cooling water. One-time formula (
Both once-through and recirculating refrigeration equipment use large amounts of water as the cooling medium, and slime formation by microorganisms is a widespread and constant problem.
【0003】スライムの生成は木製のタワーの場合タワ
ー構造の劣化を招くのみならず、設備を詰まらせ、及び
放置したまま集積されれば設備を非効率なものとする傾
向がある。冷却設備を通って運搬されるスライムは配管
、バルブ、ストレーナー等を詰まらせ及び汚す。水中に
あって水系を通って運搬される細菌は熱交換機の表面の
ような表面部位に集積し、熱交換を妨げ、冷却設備の効
率を大きく減少させるスライムの塊を形成する。スライ
ムの集積は又スライムの下の低酸素環境中で繁殖する嫌
気性細菌の成長を招く環境を提供する。これらの嫌気性
微生物は金属表面の点蝕及び腐蝕を起こす可能性がある
。[0003] Slime formation not only causes deterioration of the tower structure in the case of wooden towers, but also tends to clog the equipment and render the equipment inefficient if left to accumulate. Slime transported through the cooling equipment clogs and fouls piping, valves, strainers, etc. Bacteria that are in the water and transported through the water system accumulate on surface sites, such as the surfaces of heat exchangers, forming slime clumps that impede heat exchange and greatly reduce the efficiency of cooling equipment. Slime accumulation also provides an environment conducive to the growth of anaerobic bacteria that thrive in the low oxygen environment beneath the slime. These anaerobic microorganisms can cause pitting and corrosion of metal surfaces.
【0004】紙パルプ製造装置においては、微生物によ
り形成されたスライムは普通に遭遇されるものであり、
設備の汚染、目詰まり、又は腐蝕を起こす。スライムは
又製造された紙中に取り込まれて抄紙機上にブレークア
ウトを起こし、作業の停止及び生産時間の損失をもたら
す。スライムは又最終生成物の見苦しい汚れの原因とな
り、拒絶及び生産物の廃棄を招く。Slime formed by microorganisms is commonly encountered in paper pulp manufacturing equipment.
Causing equipment contamination, clogging, or corrosion. Slime can also be incorporated into the manufactured paper and cause breakouts on the paper machine, resulting in work stoppages and loss of production time. Slime also causes unsightly staining of the final product, leading to rejection and product waste.
【0005】[0005]
【発明が解決しようとする課題】以上論じた問題は冷却
水中及び紙パルプ製造設備中での殺菌剤の広範囲な利用
をもたらした。塩素、塩素化フェノール、有機臭素、及
び各種の有機硫黄化合物を含む各種の物質がこうした用
途に使用された。これらの化合物の総ては一般にこの目
的に有用であるが、各々は各種の障害を伴っている。例
えば塩素化は経済的濃度におけるスライム形成微生物に
対する特異的毒性、及び充分な殺菌的機能が達成される
前に塩素の消費を招く塩素の反応傾向の両者により制限
されている。他の殺菌剤はそれらの利用を制限する臭気
の問題及び貯蔵、使用又は取り扱いに関する危険を伴っ
ている。今日まで上に論じたような用途に関して明らか
に確立された優越性を達成した化合物又は化合物の種類
は一つもない。The problems discussed above have led to the widespread use of disinfectants in cooling water and pulp and paper manufacturing equipment. A variety of materials have been used in these applications, including chlorine, chlorinated phenols, organobromine, and various organosulfur compounds. Although all of these compounds are generally useful for this purpose, each is associated with various drawbacks. For example, chlorination is limited both by its specific toxicity to slime-forming microorganisms at economical concentrations and by the reactive tendency of chlorine to result in consumption of the chlorine before full biocidal function is achieved. Other disinfectants are associated with odor problems and storage, use, or handling hazards that limit their use. To date, no single compound or class of compounds has achieved clearly established superiority for the applications discussed above.
【0006】殺菌剤の使用は処理される設備への連続的
又は頻繁な添加を含み、及びこれらの設備内の多数の点
又は帯域への添加を必要とする。The use of disinfectants involves continuous or frequent addition to the equipment being treated and requires addition to multiple points or zones within these equipment.
【0007】[0007]
【課題を解決するための手段】水系中における微生物の
成長を防止する新規殺菌性組成物を提供することが本発
明の目的である。SUMMARY OF THE INVENTION It is an object of the present invention to provide novel fungicidal compositions that prevent the growth of microorganisms in aqueous systems.
【0008】水系中の微生物に対して相乗作用のある2
−(デシルチオ)エタンアミン及び1,2−ジブロモ−
2,4−ジシアノブタンの組み合わせを含む殺菌性組成
物を提供することが本発明の他の目的である。2 which has a synergistic effect on microorganisms in water systems
-(decylthio)ethanamine and 1,2-dibromo-
It is another object of the present invention to provide a fungicidal composition comprising a combination of 2,4-dicyanobutane.
【0009】本発明によれば、1,2−ジブロモ−2,
4−ジシアノブタン及び2−(デシルチオ)エタンアミ
ンの混合物を含む殺菌性組成物、及び微生物の成長を阻
害するのに効果的な量で水系に組成物を添加する該組成
物の使用方法が提供される。According to the invention, 1,2-dibromo-2,
A fungicidal composition comprising a mixture of 4-dicyanobutane and 2-(decylthio)ethanamine and a method of using the composition is provided, the composition being added to an aqueous system in an amount effective to inhibit the growth of microorganisms. Ru.
【0010】本発明は微生物を殺菌する範囲が、組成物
の個々の成分の合計量を使用することから予想される範
囲を超えるような相乗的な効果を水系中の微生物に対し
て及ぼす、二種類の殺菌性物質の併用を志向している。
更に詳細には、本発明は微生物の成長を防止するのに有
効な量で2−(デシルチオ)エタンアミン及び1,2−
ジブロモ−2,4−ジシアノブタンを含んで成る組み合
わせを志向している。この組み合わせは水系中でエンテ
ロバクター・アエロゲネス(Enterobacter
aero−genes)ATCC13048の成長を
阻害するのに特に有効であることが認められている。[0010] The present invention provides two methods that have a synergistic effect on microorganisms in an aqueous system such that the extent of microbial killing exceeds that expected from the use of the total amounts of the individual components of the composition. It is intended to be used in combination with various bactericidal substances. More particularly, the invention provides 2-(decylthio)ethanamine and 1,2-ethanamine in an amount effective to prevent microbial growth.
A combination comprising dibromo-2,4-dicyanobutane is desired. This combination is effective against Enterobacter aerogenes (Enterobacter aerogenes) in water systems.
aero-genes) ATCC 13048.
【0011】2−(デシルチオ)エタンアミンは米国特
許第4,816,061号によりDTEA又はXU40
304.01Lの名称でダウ・ケミカル(Dow Ch
emical)社により製造されている。1,2−ジブ
ロモ−2,4−ジシアノブタンは米国特許第3,833
,731号、3,873,597号、3,877,92
2号及び3,929,858号に従ってカルゴン(Ca
lgon)社のメルク・ケミカル(Merck Che
mical)部門により製造されている。2-(decylthio)ethanamine is synthesized by DTEA or XU40 according to US Pat. No. 4,816,061.
Dow Chemical (Dow Ch.
Manufactured by the company ``Emical''. 1,2-dibromo-2,4-dicyanobutane is disclosed in U.S. Patent No. 3,833.
, No. 731, No. 3,873,597, No. 3,877,92
2 and 3,929,858.
Merck Chemical (Merck Chem.
mical) division.
【0012】本発明の殺菌性組成物は一般に7より高い
pH、好適には8ないし9のpHを有する水系に添加さ
れる時に最も効果的である。本発明の組成物の個々の殺
菌成分は別個に又は予備混合して水系に添加することが
でき、微生物の成長を阻害するのに効果的な量で添加さ
れる。2−(デシルチオ)エタンアミンは一般に0.7
ないし1.2ppmの濃度で水系に添加され、1,2−
ジブロモ−2,4−ジシアノブタンは一般に4.0ない
し12.0ppmの濃度範囲で添加される。水系中の殺
菌剤の合計濃度は一般に5ないし14ppm、及び好適
には5.2ないし13.2ppmの範囲である。The fungicidal compositions of this invention are generally most effective when added to aqueous systems having a pH above 7, preferably between 8 and 9. The individual germicidal components of the compositions of the invention can be added to the aqueous system separately or premixed and in amounts effective to inhibit microbial growth. 2-(decylthio)ethanamine is generally 0.7
1,2-
Dibromo-2,4-dicyanobutane is generally added in a concentration range of 4.0 to 12.0 ppm. The total concentration of disinfectant in the water system generally ranges from 5 to 14 ppm, and preferably from 5.2 to 13.2 ppm.
【0013】下記の実施例は本発明の原理に従って本発
明を説明するために示されるものであって、添付特許請
求の範囲に指示された以外の何等の方式においても本発
明を限定するものと解釈してはならない。特に断らない
限り総ての部及び百分率は重量を基準としている。The following examples are presented to illustrate the invention in accordance with the principles of the invention and are not intended to limit the invention in any way other than as indicated in the appended claims. Must not be interpreted. All parts and percentages are by weight unless otherwise noted.
【0014】[0014]
【0015】[0015]
【実施例1】2−(デシルチオ)エタンアミン及び1,
2−ジブロモ−2,4−ジシアノブタンの配合物をエン
テロバクター・アエロゲネスATCC#13048に対
する相乗作用について評価した。結果は下記の通りであ
る。[Example 1] 2-(decylthio)ethanamine and 1,
A formulation of 2-dibromo-2,4-dicyanobutane was evaluated for synergism against Enterobacter aerogenes ATCC #13048. The results are as follows.
【0016】[0016]
【表1】
2−(デシルチオ)
1,2−ジブロモ− 相乗作用
エタンアミン
2,4−ジシアノブタン 指数
A1 A2 A
B1 B2 B 0.7
0 2.00 0.35 10.0 20
.0 0.50 0.85* 0.70
2.00 0.35 20.0 20.0
1.00 1.35 0.70 2.00
0.35 30.0 20.0 1.5
0 1.85 1.50 2.00 0.
35 60.0 20.0 3.00
3.35 1.50 2.00 0.75
10.0 20.0 0.50 1.2
5 1.50 2.00 0.75 20
.0 20.0 1.50 1.75 1
.50 2.00 0.75 30.0
20.0 1.50 2.25 1.50
2.00 0.75 60.0 20.0
3.00 3.75 2.00 2.0
0 1.00 10.0 20.0 0.
50 1.50 2.00 2.00 1
.00 20.0 20.0 1.00
2.00 2.00 2.00 1.00
30.0 20.0 1.50 2.
50 2.00 2.00 1.00 6
0.0 20.0 3.00 4.00
4.00 2.00 2.00 10.0
20.0 0.50 2.50 4.00
2.00 2.00 20.0 20.
0 1.00 3.00 4.00 2.
00 2.00 30.0 20.0 1
.50 3.50 4.00 2.00
2.00 60.0 20.0 3.00
5.00[Table 1] 2-(decylthio)
1,2-dibromo- synergy
Ethanamine
2,4-dicyanobutane index
A1 A2 A
B1 B2 B 0.7
0 2.00 0.35 10.0 20
.. 0 0.50 0.85* 0.70
2.00 0.35 20.0 20.0
1.00 1.35 0.70 2.00
0.35 30.0 20.0 1.5
0 1.85 1.50 2.00 0.
35 60.0 20.0 3.00
3.35 1.50 2.00 0.75
10.0 20.0 0.50 1.2
5 1.50 2.00 0.75 20
.. 0 20.0 1.50 1.75 1
.. 50 2.00 0.75 30.0
20.0 1.50 2.25 1.50
2.00 0.75 60.0 20.0
3.00 3.75 2.00 2.0
0 1.00 10.0 20.0 0.
50 1.50 2.00 2.00 1
.. 00 20.0 20.0 1.00
2.00 2.00 2.00 1.00
30.0 20.0 1.50 2.
50 2.00 2.00 1.00 6
0.0 20.0 3.00 4.00
4.00 2.00 2.00 10.0
20.0 0.50 2.50 4.00
2.00 2.00 20.0 20.
0 1.00 3.00 4.00 2.
00 2.00 30.0 20.0 1
.. 50 3.50 4.00 2.00
2.00 60.0 20.0 3.00
5.00
【0017】[0017]
【実施例2】[Example 2]
【0018】[0018]
【表2】
2−(デシルチオ) 1
,2−ジブロモ− 相乗作用
エタンアミン 2
,4−ジシアノブタン 指数
A1 A2 A
B1 B2 B 0.60
2.00 0.30 4.0 30.
0 0.13 IBR 0.60 2.0
0 0.30 8.0 30.0 0
.27 IBR 0.60 2.00 0
.30 12.0 30.0 0.40
IBR 0.80 2.00 0.40
4.0 30.0 0.13 IB
R 0.80 2.00 0.40
8.0 30.0 0.27 0.67*
0.80 2.00 0.40 12.0
30.0 0.40 0.80* 1.
20 2.00 0.60 4.0
30.0 0.13 0.73* 1.20
2.00 0.60 8.0 30
.0 0.13 0.87* 1.20
2.00 0.60 12.0 30.0
0.13 1.00[Table 2] 2-(decylthio) 1
,2-dibromo- synergy
Ethanamine 2
,4-dicyanobutane index
A1 A2 A
B1 B2 B 0.60
2.00 0.30 4.0 30.
0 0.13 IBR 0.60 2.0
0 0.30 8.0 30.0 0
.. 27 IBR 0.60 2.00 0
.. 30 12.0 30.0 0.40
IBR 0.80 2.00 0.40
4.0 30.0 0.13 IB
R 0.80 2.00 0.40
8.0 30.0 0.27 0.67*
0.80 2.00 0.40 12.0
30.0 0.40 0.80* 1.
20 2.00 0.60 4.0
30.0 0.13 0.73* 1.20
2.00 0.60 8.0 30
.. 0 0.13 0.87* 1.20
2.00 0.60 12.0 30.0
0.13 1.00
【0019】[0019]
【0020】[0020]
【数1】相乗指数=A+B
上式中:
A=A1/A2
B=B1/B2
上式中:
A1=混合物における2−(デシルチオ)エタンアミン
の濃度(ppmA1)
A2=2−(デシルチオ)エタンアミンのMIC終点B
1=混合物中における1,2−ジブロモ−2,4−ジシ
アノブタンの濃度(ppmA1)
B2=1,2−ジブロモ−2,4−ジシアノブタンのM
IC終点
A+B=1の時:組み合わせ物は相加的である。[Equation 1] Synergy index=A+B In the above formula: A=A1/A2 B=B1/B2 In the above formula: A1=Concentration of 2-(decylthio)ethanamine in the mixture (ppmA1) A2=Concentration of 2-(decylthio)ethanamine in the mixture (ppmA1) MIC end point B
1 = Concentration of 1,2-dibromo-2,4-dicyanobutane in the mixture (ppmA1) B2 = M of 1,2-dibromo-2,4-dicyanobutane
When IC endpoint A+B=1: the combination is additive.
【0021】A+B>1の時:組み合わせ物は拮抗的で
ある。When A+B>1: the combination is antagonistic.
【0022】A+B<1の時:組み合わせ物は相乗的で
ある。When A+B<1: the combination is synergistic.
【0023】注:
* =相乗作用
IBR =細菌の減少は少ない
MIC =最低阻害濃度(Minimum Inhi
bitory Concentration)Note: * = synergistic IBR = less bacterial reduction MIC = Minimum Inhibitory Concentration (Minimum Inhibitory Concentration)
bitory concentration)
Claims (7)
量で2−(デシルチオ)エタンアミン及び1,2−ジブ
ロモ−2,4−ジシアノブタンの相乗作用的な混合物を
含んで成り、2−(デシルチオ)エタンアミン及び1,
2−ジブロモ−2,4−ジシアノブタンが夫々0.7−
1.2:4−12の重量比で存在する、微生物殺菌組成
物。1. Comprising a synergistic mixture of 2-(decylthio)ethanamine and 1,2-dibromo-2,4-dicyanobutane in an amount effective to inhibit the growth of microorganisms, 2- (decylthio)ethanamine and 1,
2-dibromo-2,4-dicyanobutane is each 0.7-
A microbial killing composition present in a weight ratio of 1.2:4-12.
で2−(デシルチオ)エタンアミン及び1,2−ジブロ
モ−2,4−ジシアノブタンの混合物を含んで成る組成
物を水系に添加することを特徴とする、水系中の微生物
の成長を阻害する方法。2. Adding to an aqueous system a composition comprising a mixture of 2-(decylthio)ethanamine and 1,2-dibromo-2,4-dicyanobutane in an amount effective to inhibit the growth of microorganisms. A method for inhibiting the growth of microorganisms in an aqueous system, characterized by:
求項2に記載の方法。3. The method of claim 2, wherein the aqueous system is maintained at a pH greater than 7.
、請求項2に記載の方法。4. A method according to claim 2, wherein the aqueous system is maintained at a pH between 8 and 9.
1,2−ジブロモ−2,4−ジシアノブタンが夫々0.
7−1.2:4−12の重量比で存在する、請求項2に
記載の方法。5. 2-(decylthio)ethanamine and 1,2-dibromo-2,4-dicyanobutane each have a content of 0.
3. A method according to claim 2, wherein the weight ratio is 7-1.2:4-12.
載の方法。6. The method of claim 2, wherein the water system is a cooling water system.
項2に記載の方法。7. The method of claim 2, wherein the aqueous system is a paper pulp production facility.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/618,859 US5124355A (en) | 1990-11-28 | 1990-11-28 | Synergistic microbiocidal composition of 2-(decylthio)ethaneamine and 1,2-dibromo-2,4-dicyanobutane |
US618859 | 1990-11-28 | ||
SG153394A SG153394G (en) | 1990-11-28 | 1994-10-21 | Synergistic microbiocidal composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04266802A true JPH04266802A (en) | 1992-09-22 |
Family
ID=26664449
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3307165A Pending JPH04266802A (en) | 1990-11-28 | 1991-10-28 | Synergetically bactericidal composition of 2-(decylthio)ethaneamine and 1,2-dibromo- 2,4-dicyanobuthane |
Country Status (7)
Country | Link |
---|---|
US (1) | US5124355A (en) |
JP (1) | JPH04266802A (en) |
AU (1) | AU641293B2 (en) |
CA (1) | CA2047583A1 (en) |
GB (1) | GB2250199B (en) |
HK (1) | HK137494A (en) |
SG (1) | SG153394G (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5246963A (en) * | 1992-07-24 | 1993-09-21 | Great Lakes Chemical Corp. | Synergistic antimicrobial compositions containing 2-(2-bromo-2-nitroethenyl)furan |
US5260337A (en) * | 1992-07-29 | 1993-11-09 | Merck & Co., Inc. | Ibuprofen-muscle relaxant combinations |
US5700834A (en) | 1995-08-31 | 1997-12-23 | Calgon Corporation | Synergistic antimicrobial composition of 1,2-dibromo-2,4-dicyanobutaneand alkylguanidine compounds |
US5641808A (en) * | 1995-09-01 | 1997-06-24 | Calgon Corporation | Synergistic antimicrobial composition of 1,2-dibromo-2,4-dicyanobutane and esters of parahydroxybenzoic acid |
US5985934A (en) * | 1996-04-22 | 1999-11-16 | Calgon Corporation | Synergistic antimicrobial composition of 2,4,4'-trichloro-2'-hydroxydiphenyl ether and 1,2-dibromo-2,4-dicyanobutane |
US6147120A (en) * | 1999-02-16 | 2000-11-14 | Ecolab Inc. | Synergistic antimicrobial skin washing compositions |
AU2007351350B2 (en) | 2006-12-19 | 2013-01-10 | Engineered Arresting Systems Corporation | System and method for providing runway conditions to landing aircraft |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3608084A (en) * | 1968-06-19 | 1971-09-21 | Nalco Chemical Co | Halogenated aliphatic nitriles for controlling the growth of aerobacter bacteria in industrial water systems |
US3833731A (en) * | 1970-12-28 | 1974-09-03 | Merck & Co Inc | Dihalomethylglutaronitriles used as antibacterial and antifungal agents |
US3877922A (en) * | 1970-12-28 | 1975-04-15 | Merck & Co Inc | Algicidal dihalomethylglutaronitriles |
US3873597A (en) * | 1971-04-05 | 1975-03-25 | Merck & Co Inc | 2-Bromo-2-bromomethylglutaronitrile |
US3929858A (en) * | 1974-12-03 | 1975-12-30 | Merck & Co Inc | Method for preparing 2-bromo-2-bromomethyl-glutaronitrile |
US4442122A (en) * | 1981-12-22 | 1984-04-10 | Merck & Co., Inc. | 1,2-Dibromo-2-cyanoalkane antimicrobial compounds |
JPS61103810A (en) * | 1984-10-29 | 1986-05-22 | Hokko Chem Ind Co Ltd | Seed disinfectant |
US4816061A (en) * | 1986-10-22 | 1989-03-28 | The Dow Chemical Company | Control of biofouling at alkaline pH and/or high water hardness with certain alkylthioalkylamines |
US4859705A (en) * | 1988-09-12 | 1989-08-22 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2 bromo-2-nitropropane-1,-3 diol and N,N-dimethyl-N-phenyl-N-fluorodichloromethylthio)-sulphamide |
US4857557A (en) * | 1988-09-12 | 1989-08-15 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and bis (trichloromethyl)sulfone |
US4863960A (en) * | 1988-09-12 | 1989-09-05 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and methyl sulfonyl acrylonitile |
US4859702A (en) * | 1988-09-12 | 1989-08-22 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and paratolyl sulfonyl acrylonitrile |
US4859708A (en) * | 1988-09-12 | 1989-08-22 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-bromo-2-nitropropane-1,3-diol and beta-bromo-beta-nitrostyrene |
US4916159A (en) * | 1989-05-25 | 1990-04-10 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-(decylthio)ethanamine hydrochloride and 2,2-dibromo-3-nitrilo propionamide |
US4914130A (en) * | 1989-05-25 | 1990-04-03 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-(decylthio)ethanamine hydrochloride and dodecylguanidine |
US4916158A (en) * | 1989-05-25 | 1990-04-10 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-(decylthio)ethanamine hydrochloride and methylene bis(thiocyanate) |
US4916164A (en) * | 1989-05-25 | 1990-04-10 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-(decylthio)ethanamine hydrochloride and B-bromo-B-nitrostyrene |
US4916123A (en) * | 1989-05-25 | 1990-04-10 | Betz Laboratories, Inc. | Biocidal compositions and use thereof containing a synergistic mixture of 2-(decylthio) ethanamine hydrochloride and N-tributyltetradecyl phosphonium chloride |
-
1990
- 1990-11-28 US US07/618,859 patent/US5124355A/en not_active Expired - Fee Related
-
1991
- 1991-07-23 CA CA002047583A patent/CA2047583A1/en not_active Abandoned
- 1991-10-28 JP JP3307165A patent/JPH04266802A/en active Pending
- 1991-11-26 AU AU88158/91A patent/AU641293B2/en not_active Ceased
- 1991-11-27 GB GB9125181A patent/GB2250199B/en not_active Expired - Fee Related
-
1994
- 1994-10-21 SG SG153394A patent/SG153394G/en unknown
- 1994-12-08 HK HK137494A patent/HK137494A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
GB9125181D0 (en) | 1992-01-29 |
GB2250199B (en) | 1994-05-04 |
AU8815891A (en) | 1992-06-04 |
GB2250199A (en) | 1992-06-03 |
US5124355A (en) | 1992-06-23 |
CA2047583A1 (en) | 1992-05-29 |
SG153394G (en) | 1995-03-17 |
HK137494A (en) | 1994-12-16 |
AU641293B2 (en) | 1993-09-16 |
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